methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate

Base Information

Chemical Name:methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate
CAS No.:1389271-07-1
Molecular Formula:C₁₆H₁₇NO₇S
Molecular Weight:367.379
Hs Code.:

Synonyms:methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate

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Chemical Property of methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate

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Technology Process of methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate

There total 4 articles about methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 1389271-06-0
methyl 2-[((2S,3S,4S)-3,4-bis[(triethylsilyl)oxy]-5-oxo-tetrahydrofuran-2-yl)]-thiazole-4-carboxylate

: 100-51-6,185532-71-2
benzyl alcohol

: 1389271-07-1
methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate

Guidance literature:: With camphor-10-sulfonic acid; at 50 ℃; for 67h;
DOI:10.1016/j.tet.2012.06.022

Reference yield:

: 1389271-05-9
C₂₁H₄₁NO₆SSi₂

: 1389271-07-1
methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: manganese(IV) oxide / toluene / 79 h / 70 °C

2: camphor-10-sulfonic acid / 67 h / 50 °C

With manganese(IV) oxide; camphor-10-sulfonic acid; In toluene;
DOI:10.1016/j.tet.2012.06.022

Reference yield:

: 63-29-6,487-44-5,575-64-4,14362-29-9,18281-92-0,26623-21-2
D-glucurono-6,3-lactone

: 1389271-07-1
methyl 2-[(1S,2R,3S)-3-(benzyloxycarbonyl)-1,2,3-trihydroxypropyl]-thiazole-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium periodate; disodium hydrogenphosphate / water / 1 h / 0 °C

2: pyridine / methanol; water / 15 h / 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 0 °C / Inert atmosphere

4: manganese(IV) oxide / toluene / 79 h / 70 °C

5: camphor-10-sulfonic acid / 67 h / 50 °C

With pyridine; 1H-imidazole; manganese(IV) oxide; sodium periodate; disodium hydrogenphosphate; camphor-10-sulfonic acid; In methanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2012.06.022